Re: Hey from Manitoba!
Welcome to the forum. You've come to the right place. I'm a neighbor of sorts from northeastern Minnesota... almost Canada. By the crow's flight the border is about 30 miles away. Can't help you with regulations there but I can say that a helmet is a good idea for a motorbicycle regardless of regulations. I wear one, for sure. A cruiser frame is a good choice for a motor.. In my opinion the wider the tire the better and the old frames are stronger than the newer ones. Go ahead and put a motor on your bike... you're in for a whole lot of fun, but be forewarned: one motorbicycle leads to two and then maybe a third one. And be prepared for a lot of admiring looks from little kids to kids with grey beards. It's kind of funny that you can park next to a many thousand dollar Harley and the attention goes to the cool motorbicycle with the cheap little 2 stroke motor. Good folks here.
Someday when I grow up I will probably lose interest in toys with wheels, but until then...